Nickel-Catalyzed Enantio- and Diastereoconvergent Allenylation of Alkyl Electrophiles: Concurrent Generation of Point and Axial Chirality

镍催化烷基亲电子试剂的对映和非对映会聚烯酰化：同时生成点和轴向手性

• 批准号: 441670404
• 负责人: Dr. Asik Hossain
• 金额: --
• 依托单位: Division of Chemistry and Chemical Engineering
• 依托单位国家: 德国
• 项目类别: Research Fellowships
• 财政年份: 2020
• 资助国家: 德国
• 起止时间: 2019-12-31 至 2022-12-31
• 项目状态: 已结题
• 来源: https://gepris.dfg.de/gepris/projekt/441670404?language=en
• 关键词: Nickel; Catalyzed; Enantio; Diastereoconvergent; Allenylation

Since the majority of the contemporary pharmaceuticals are required to be produced in optically pure forms, the synthetic methods that allow the installation of one or more chiral centres with nearly complete stereocontrol, including absolute configuration, are in great demand. In the field of modern asymmetric catalysis, controlling the stereochemistry at both carbon centres of a newly formed bond originating from racemic coupling partners (vicinal stereocentres) is a challenging task. Herein, this proposal outlines a promising concept where a prochiral and a racemic substrate could be efficiently coupled in the presence of a chiral nickel catalyst to produce enantioenriched products with two stereocenters among which one of them is three-carbon axially chiral. The methodology would offer a straightforward and practical way to synthesize various value-added, bioactive compounds bearing double stereocentres in a single step by utilizing earth-abundant metal catalyst, eventually opening up new passages in asymmetric synthesis.

由于大多数当代药物都需要以光学纯的形式生产，因此非常需要能够安装一个或多个手性中心且几乎完全立体控制（包括绝对构型）的合成方法。在现代不对称催化领域，控制源自外消旋偶联伙伴（邻近立体中心）的新形成键的两个碳中心的立体化学是一项具有挑战性的任务。在此，该提案概述了一个有前途的概念，即前手性和外消旋底物可以在手性镍催化剂存在下有效偶联，产生具有两个立体中心的对映体富集产物，其中一个是三碳轴向手性中心。该方法为利用地球上丰富的金属催化剂一步合成各种具有双立构中心的增值生物活性化合物提供了一种简单实用的方法，最终开辟了不对称合成的新途径。